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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844622Generated: October 30, 2026

2-Methyl-3-butyn-2-ol → 6-Methyl-4,5-heptadien-2-one

https://huagongshe.com/reaction/844622

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-3-butyn-2-olHCID 8258—
Reactant2-MethoxypropeneHCID 8300—
ReactantSodium AcetateHCID 517045—
CatalystHydroquinoneHCID 785—
CatalystFluorosulfuric acidHCID 24603—
SolventHeptaneHCID 8900—
Product6-Methyl-4,5-heptadien-2-oneHCID 979375587.5%

Reaction Conditions

Temperature68.5 °C

Reaction Steps

25.3 g 2-methyl-3-butin-2-ol, 65.0 g isopropenyl methyl ether, 0.066 g hydroquinone and 120 ml n-heptane were initially introduced into a 500 ml flask under nitrogen. 15.0 mg fluorosulfonic acid were added, while stirring. The mixture was heated to the boiling point and stirred under reflux at 60 to 77° C. for 9 h. After cooling, it was neutralized with 2 ml methanolic NaOAc solution (10 g/1) and evaporated. After distillation, 32.7 g 6-methyl-4,5-heptadien-2-one were obtained, which corresponds to a yield of 87.86.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380437B1
Source datasetuspto-grants-2002_04
ORD IDord-2b826d6250804ee2b768251fb1d0ae6e
Source noteuspto-grants-2002_04